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Zonisamide information


Zonisamide
Ball-and-stick model of the zonisamide molecule
Clinical data
Trade namesZonegran, Zonisade
AHFS/Drugs.comMonograph
MedlinePlusa603008
License data
  • US DailyMed: Zonisamide
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
ATC code
  • N03AX15 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only[2][3]
  • EU: Rx-only
Pharmacokinetic data
Bioavailability~100%[4]
Protein binding40%[4]
MetabolismLiver through CYP3A4[4]
Elimination half-life63 hours in plasma[4]
ExcretionKidney (62%); Faeces (3%)[4]
Identifiers
IUPAC name
  • benzo[d]isoxazol-3-ylmethanesulfonamide
CAS Number
  • 68291-97-4 checkY
PubChem CID
  • 5734
IUPHAR/BPS
  • 7047
DrugBank
  • DB00909 checkY
ChemSpider
  • 5532 checkY
UNII
  • 459384H98V
KEGG
  • D00538 checkY
ChEBI
  • CHEBI:10127 checkY
ChEMBL
  • ChEMBL750 checkY
PDB ligand
  • ZON (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID9046023 Edit this at Wikidata
ECHA InfoCard100.118.526 Edit this at Wikidata
Chemical and physical data
FormulaC8H8N2O3S
Molar mass212.22 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point162 °C (324 °F)
SMILES
  • O=S(=O)(N)Cc2noc1ccccc12
InChI
  • InChI=1S/C8H8N2O3S/c9-14(11,12)5-7-6-3-1-2-4-8(6)13-10-7/h1-4H,5H2,(H2,9,11,12) checkY
  • Key:UBQNRHZMVUUOMG-UHFFFAOYSA-N checkY
  (verify)

Zonisamide, sold under the brand name Zonegran among others, is a medication used to treat the symptoms of epilepsy and Parkinson's disease.[5][6] Chemically it is a sulfonamide. It serves as an anticonvulsant used primarily as an adjunctive therapy in adults with Parkinson's disease, partial-onset seizures; infantile spasm, mixed seizure types of Lennox–Gastaut syndrome, myoclonic and generalized tonic clonic seizure.[7] Despite this it is also sometimes used as a monotherapy for partial-onset seizures.[6][8]

In 2020, it was the 276th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[9][10]

  1. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  2. ^ "Zonegran- zonisamide capsule". DailyMed. 20 August 2021. Archived from the original on 27 January 2021. Retrieved 19 July 2022.
  3. ^ "Zonisade- zonisamide suspension". DailyMed. 15 July 2022. Retrieved 21 January 2023.
  4. ^ a b c d e Cite error: The named reference TGA was invoked but never defined (see the help page).
  5. ^ Grover ND, Limaye RP, Gokhale DV, Patil TR (November–December 2013). "Zonisamide: a review of the clinical and experimental evidence for its use in Parkinson's disease". Indian Journal of Pharmacology. 45 (6): 547–55. doi:10.4103/0253-7613.121266. PMC 3847242. PMID 24347760.
  6. ^ a b Brayfield A, ed. (8 March 2016). "Zonisamide: Martindale: The Complete Drug Reference". MedicinesComplete. London, UK: Pharmaceutical Press. Archived from the original on 27 August 2021. Retrieved 19 August 2017.
  7. ^ Souney P, Mutnick A, Shargel L (2007). Comprehensive Pharmacy Review (6th ed.). Williams & Wilkins. p. 988. ISBN 9780781765619. OCLC 869677890.
  8. ^ Cite error: The named reference AMH was invoked but never defined (see the help page).
  9. ^ "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  10. ^ "Zonisamide - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.

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Sulfonate

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oximes are key intermediates in the synthesis of the anti-convulsant drug zonisamide. Tisocromide is an example of a sultone. Mesylate (methanesulfonate),...

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Ketogenic diet

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the diet is combined with the vagus nerve stimulator or with the drug zonisamide, and that the diet may be less successful in children receiving phenobarbital...

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Carbonic anhydrase inhibitor

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be strong enough to cause metabolic acidosis of clinical importance. Zonisamide is another sulfur containing antiseizure drug that weakly inhibits carbonic...

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Gabapentin

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Benzisoxazole

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risperidone, paliperidone, ocaperidone, and iloperidone) and the anticonvulsant zonisamide. Its aromaticity makes it relatively stable; however, it is only weakly...

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Diplopia

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